EP3078365A1 - Agents solubilisants et compositions aqueuses les comprenant - Google Patents

Agents solubilisants et compositions aqueuses les comprenant Download PDF

Info

Publication number: EP3078365A1
Authority: EP; European Patent Office
Prior art keywords: polyglyceryl; glucoside; caprate; sodium; fatty acid
Prior art date: 2015-04-10
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

EP16164501.5A

Other languages

German (de)

English (en)

Other versions

EP3078365B1 (fr

Inventor

Martine Seu-Salerno

Laurence Fillardet

Hisatoshi NODA

Ryota ISHIMURA

Kenji Nishimoto

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Daito Kasei Industries France

Original Assignee

Daito Kasei Industries France

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2015-04-10

Filing date

2016-04-08

Publication date

2016-10-12

2016-04-08 Application filed by Daito Kasei Industries France filed Critical Daito Kasei Industries France

2016-04-08 Priority to EP16164501.5A priority Critical patent/EP3078365B1/fr

2016-10-12 Publication of EP3078365A1 publication Critical patent/EP3078365A1/fr

2020-03-04 Application granted granted Critical

2020-03-04 Publication of EP3078365B1 publication Critical patent/EP3078365B1/fr

Status Active legal-status Critical Current

2036-04-08 Anticipated expiration legal-status Critical

Links

0 CCCCCCCCCCCC(NC*)=O Chemical compound CCCCCCCCCCCC(NC*)=O 0.000 description 4

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/49—Solubiliser, Solubilising system

Definitions

the present invention concerns new solubilizing agents, in particular new agents for solubilizing fatty phase(s) in aqueous compositions.
the gemini surfactant is choosen from the group consisting of: poly(sodium decylglucoside hydroxypropylphosphate), poly(sodium laurylglucoside hydroxypropylphosphate), poly(sodium cocoylglucoside hydroxypropylphosphate and mixtures thereof).
the gemini surfactant has the following formula (A'): wherein s is an integer comprised from 1 to 20, preferably from 1 to 5, and R' represents a linear or branched alkyl group comprising from 1 to 26 carbon atoms, preferably from 1 to 18, and more preferably from 1 to 12, carbon atoms.
both R 5 and R 6 represent H.
R 7 represents -(CH 2 ) 2 -COOX 1 , X 1 being as defined above.
alkylpolyglucosides result from the condensation reaction of fatty alcohol(s) and of glucose or one of its derivatives.
capryl/caprylyl glucoside results from the condensation reaction of a mixture of caprylic and decyl alcohols, with glucose.
alkylpolyglucosides are blends of alkylpolyglucosides having different alkyl chain lengths, and/or having various degree of polymerization, namely various glucose (or glucose derivative) units.
preferred alkylpolyglucosides are those in which R a consists:
the fatty acid is selected from the group consisting of: caprylic acid, capric acid, oleic acid, lauric acid, myristic acid, ricinoleic acid, palmitic acid, stearic acid, arachidic acid, isostearic acid, behenic acid, and their mixtures.
the polyglycerol fatty acid(s) ester according to the invention is selected from the group consisting of: polyglyceryl-4 caprylate/caprate, polyglyceryl-5 caprylate/caprate, polyglyceryl-6 caprylate/caprate, polyglyceryl-7 caprylate/caprate, polyglyceryl-8 caprylate/caprate, polyglyceryl-9 caprylate/caprate, polyglyceryl-10 caprylate/caprate, polyglyceryl-3 caprate, polyglyceryl-4 caprate, polyglyceryl-5 caprate, polyglyceryl-6 caprate, polyglyceryl-7 caprate, polyglyceryl-8 caprate, polyglyceryl-9 caprate, polyglyceryl-10 caprate, polyglyceryl-10 decastearate, polyglyceryl-3 diisostearate, polyglyceryl-10 diisostearate, polyglyceryl-4 laurate, polyglyceryl-5 laurate, polyglyceryl-6
polyglycerol fatty acid(s) ester is polyglyceryl-6 laurate or polyglyceryl-4 caprate.
polyglycerol fatty acid(s) ester is polyglyceryl-6 laurate commercialized under the trade name HEXAGLYN 1-L from NIKKOL or S-FACE L-601 from SAKAMOTO.
composition according to the invention comprises a mixture of polyglyceryl-6 laurate and polyglyceryl-4 caprate.
the composition according to the invention comprises from 1% to 60%, preferably from 2% to 50%, and more preferably from 5% to 40% by weight of polyglycerol fatty acid(s) ester(s), based on the total weight of the composition.
the composition comprises from 15% to 40%, preferably from 20% to 30%, and more preferably from 25% to 30% by weight of polyglycerol fatty acid(s) ester(s), based on the total weight of the composition.
the content of polyglycerol fatty acid(s) ester(s) in the composition according to the invention corresponds to the total content of polyglycerol fatty acid(s) ester(s) in said composition.
the content of polyglycerol fatty acid(s) esters in the composition corresponds to the sum of the content of each polyglycerol fatty acid(s) ester in the composition.
sugar fatty acid(s) ester means an ester of sugar and of at least one fatty acid.
a sugar fatty acids ester is an ester of sugar and of a mixture of different fatty acids.
the fatty acid is a linear or branched, saturated or unsaturated, carboxylic acid, comprising from 4 to 36 carbon atoms, preferably 4 to 22 carbon atoms, more preferably 6 to 12 carbon atoms.
the composition according to the invention is alcohol-free.
the solubilizing agent according to the invention is advantageously efficient at low concentrations for solubilizing fatty phase in aqueous compositions. This is particularly interesting in view of reducing, or even avoiding the impact of surfactants on skin, such as skin irritations...
the vegetable oils are selected from the group consisting of: almond oil, apricot kernel oil, jojoba oil, argan oil, shear butter, grape seed oil, avocado oil, macadamia oil, sunflower oil, and mixture thereof.
the aqueous composition C2 is a cosmetic composition.
compositions were prepared as follows:
compositions without sucrose laurate Compositions without sucrose laurate
compositions A1 to A14 were prepared and are disclosed in the following table 1: Table 1 b: Compositions A15 to A20 X1 X2 X3 X4 X5 X6
APG Caprylyl/Capryl Glucoside (60% by weight in water) 70% 70% 70% 70% 70% Polyglycerol fatty acid ester Polyglyceryl-4 Caprate 25% 25% 25% - - - Polyglyceryl-6 Laurate - - - 25% 25% 25% gemini Sodium dilauramidoglutamide lysine (29% by weight in water) 5% - - 5% - - Sodium bishydroxyethylglycinate Coco-glucosides crosspolymer (40% by weight in water) - 5% - 5% - - - - - 5% total 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100% 100%
solubilizers A1 to A14 were compared with four commercialized surfactants for solubilizing a fatty phase in water: Solubilizer 1, Solubilizer 2, Solubilizer 3 and Solubilizer 4.
compositions C3 to C26 were prepared according to the protocol disclosed in section B above. The percentages are % by weight relative to the total weight of the composition.
compositions comprising only one ingredient
compositions M1 to M14 are not efficient for solubilizing a fatty phase. Indeed, only emulsions (2 phases) or cloudy (not clear) compositions are obtained.
compositions P1 to P21 are not efficient for solubilizing a fatty phase. Indeed, only emulsions (2 phases) or cloudy (not clear) compositions are obtained.

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Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Birds (AREA)
Epidemiology (AREA)
Dermatology (AREA)
Emergency Medicine (AREA)
Cosmetics (AREA)
Detergent Compositions (AREA)

EP16164501.5A 2015-04-10 2016-04-08 Agents solubilisants et compositions aqueuses les comprenant Active EP3078365B1 (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
EP16164501.5A EP3078365B1 (fr)	2015-04-10	2016-04-08	Agents solubilisants et compositions aqueuses les comprenant

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
EP15305534		2015-04-10
EP16164501.5A EP3078365B1 (fr)	2015-04-10	2016-04-08	Agents solubilisants et compositions aqueuses les comprenant

Publications (2)

Publication Number	Publication Date
EP3078365A1 true EP3078365A1 (fr)	2016-10-12
EP3078365B1 EP3078365B1 (fr)	2020-03-04

Family

ID=52875640

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP16164501.5A Active EP3078365B1 (fr)	2015-04-10	2016-04-08	Agents solubilisants et compositions aqueuses les comprenant

Country Status (3)

Country	Link
EP (1)	EP3078365B1 (fr)
DK (1)	DK3078365T3 (fr)
ES (1)	ES2781424T3 (fr)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2018090542A (ja) *	2016-12-05	2018-06-14	日光ケミカルズ株式会社	可溶化剤
WO2020035245A1 (fr)	2018-08-17	2020-02-20	Beiersdorf Ag	Composition nettoyante
DE102020206649A1 (de)	2020-05-28	2021-12-02	Henkel Ag & Co. Kgaa	Haarzusammensetzungen, umfassend ein glukosebasiertes haarkonditionierungsmittel und ein gemini-tensid
KR102386119B1 (ko) *	2021-08-06	2022-04-14	바이오스펙트럼 주식회사	피이지프리 천연 복합 가용화제 조성물
CN114948771A (zh) *	2022-03-17	2022-08-30	广东丸美生物技术股份有限公司	一种含四氢姜黄素的组合物及其制备方法、护肤品
CN115151237A (zh) *	2019-09-19	2022-10-04	化工产品开发公司Seppic	具有良好喷雾特性的稳定加香组合物
CN115282076A (zh) *	2022-07-28	2022-11-04	广州洁生日化有限公司	一种口腔护理清洁片及其制备方法及其使用方法
GB2606854A (en) *	2021-04-15	2022-11-23	Henkel Ag & Co Kgaa	Clear, skin-compatible deodorants or antiperspirants
EP4349174A1 (fr) *	2022-10-05	2024-04-10	The Procter & Gamble Company	Composition antimicrobienne comprenant un glycoside d'alkyle modifié et un alcènediol
US12090223B2 (en)	2020-12-14	2024-09-17	The Procter & Gamble Company	Method of manufacturing cosmetic compositions comprising sucrose esters and solvents
US12171855B2 (en)	2020-12-14	2024-12-24	The Procter & Gamble Company	Cosmetic compositions comprising sucrose esters and solvents

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR3127399B1 (fr) *	2021-09-30	2025-01-10	Oreal	Emulsion H/E avec C-glycoside et tensioactifs spécifiques

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WO2014076136A1 (fr) *	2012-11-13	2014-05-22	Galderma S.A.	Composition d'emulsion de lavage au bpo
WO2015054135A1 (fr) *	2013-10-07	2015-04-16	Presperse Corporation	Compositions à phase interne élevée renfermant un tensioactif gemini

2016
- 2016-04-08 DK DK16164501.5T patent/DK3078365T3/da active
- 2016-04-08 EP EP16164501.5A patent/EP3078365B1/fr active Active
- 2016-04-08 ES ES16164501T patent/ES2781424T3/es active Active

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WO2005039642A1 (fr) *	2003-10-24	2005-05-06	University Of Saskatchewan	Apport d'adn utilisant des tensioactifs cationiques gemines
US20140121174A1 (en) *	2012-10-25	2014-05-01	Henkel Ag & Co. Kgaa	Anti-dandruff hair care products with selective active ingredients and a cationic keratin
WO2014076136A1 (fr) *	2012-11-13	2014-05-22	Galderma S.A.	Composition d'emulsion de lavage au bpo
WO2015054135A1 (fr) *	2013-10-07	2015-04-16	Presperse Corporation	Compositions à phase interne élevée renfermant un tensioactif gemini

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2018090542A (ja) *	2016-12-05	2018-06-14	日光ケミカルズ株式会社	可溶化剤
WO2020035245A1 (fr)	2018-08-17	2020-02-20	Beiersdorf Ag	Composition nettoyante
CN115151237A (zh) *	2019-09-19	2022-10-04	化工产品开发公司Seppic	具有良好喷雾特性的稳定加香组合物
DE102020206649A1 (de)	2020-05-28	2021-12-02	Henkel Ag & Co. Kgaa	Haarzusammensetzungen, umfassend ein glukosebasiertes haarkonditionierungsmittel und ein gemini-tensid
US12171855B2 (en)	2020-12-14	2024-12-24	The Procter & Gamble Company	Cosmetic compositions comprising sucrose esters and solvents
US12090223B2 (en)	2020-12-14	2024-09-17	The Procter & Gamble Company	Method of manufacturing cosmetic compositions comprising sucrose esters and solvents
GB2606854B (en) *	2021-04-15	2023-09-06	Henkel Ag & Co Kgaa	Clear, skin-compatible PEG-free deodorants or antiperspirants
GB2606854A (en) *	2021-04-15	2022-11-23	Henkel Ag & Co Kgaa	Clear, skin-compatible deodorants or antiperspirants
KR102386119B1 (ko) *	2021-08-06	2022-04-14	바이오스펙트럼 주식회사	피이지프리 천연 복합 가용화제 조성물
CN114948771A (zh) *	2022-03-17	2022-08-30	广东丸美生物技术股份有限公司	一种含四氢姜黄素的组合物及其制备方法、护肤品
CN115282076B (zh) *	2022-07-28	2023-06-27	广州洁生日化有限公司	一种口腔护理清洁片及其制备方法及其使用方法
CN115282076A (zh) *	2022-07-28	2022-11-04	广州洁生日化有限公司	一种口腔护理清洁片及其制备方法及其使用方法
EP4349174A1 (fr) *	2022-10-05	2024-04-10	The Procter & Gamble Company	Composition antimicrobienne comprenant un glycoside d'alkyle modifié et un alcènediol

Also Published As

Publication number	Publication date
ES2781424T3 (es)	2020-09-02
EP3078365B1 (fr)	2020-03-04
DK3078365T3 (da)	2020-05-04

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